Holiday Homes in East Chicago

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Featured Holiday Homes in East Chicago and around

Nestled just behind Marquette Park. 5 minute walk to beach.

10.0 out of 10, Exceptional, (9)
"Could not be more thankful for her prompt replies and accommodations."
Nestled just behind Marquette Park. 5 minute walk to beach.

Woodlawn Oasis...10 Minutes to Dining & Downtown

9.6 out of 10, Exceptional, (10)
"The property has lots of space and a game room, ideal for a fun getaway with a large group. Close to bus stops and Metra station (different from metro station, we learned this the hard way). Walking distance from the U of Chicago."
Woodlawn Oasis...10 Minutes to Dining & Downtown

Staycation Retreat

2.0 star property
9.0 out of 10, Wonderful, (2)
"Had a great time with my girls."
The price is €237
includes taxes & fees
4 Jan - 5 Jan
Staycation Retreat

Cozy Home Sweet Homewood.

10.0 out of 10, Exceptional, (15)
"We were in Homewood for a wedding and this was a perfect location. Besides its proximity to the wedding venue, we walked to the train station for a day in the city. The house is exactly as listed. It was very clean, organized and comfortable. Everything we needed was supplied. My husband especially liked the TVs. 😊 Since we were there on Halloween, we had the added bonus of seeing a truly family-oriented neighborhood in action. Lots of happy trick-or-treaters showed up accompanied by lots of...
Cozy Home Sweet Homewood.

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

10.0 out of 10, Exceptional, (88)
"We had a fantastic trip, house great for us Cary was very helpful "
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

Full Luxurious Modern House Near Chicago

3.4 out of 10, (6)
"I stayed in this home for two nights. It was cold as ever. The heat did not work at all, no matter how high I turned it up and I couldn’t even heat up my food in the microwave because that didn’t work either. My food was not getting warm no matter how long I put it on in the microwave me and my company was cold For both nights."
Full Luxurious Modern House Near Chicago

Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

8.2 out of 10, Very good, (20)
"We really love the home and the setup."
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

Dreamsville Gateway to Indiana Dunes National Park

6.0 out of 10, (1)
"Listed as private home , once you get there and read the house rules it states shared refrigerator with owner. Owner comes in while you are gone and turns off all lights and the Ac, even goes into your locked room to turn off ac."
Dreamsville Gateway to Indiana Dunes National Park

Cozy Midway Home

2.0 star property
10.0 out of 10, Exceptional, (13)
"This was a perfect little house to stay for our weekend trip! "
Cozy Midway Home

LuxHome up to 8 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

10.0 out of 10, Exceptional, (2)
"The property was very nice and spacious. The location was great and the parking in the back was amazing. We felt safe and happy our whole stay. "
LuxHome up to 8 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

Charming 3-bedroom house in Calumet City with WiFi and AC

10.0 out of 10, Exceptional, (1)
"It was pretty fun and a good place it had a lot of space for everyone and could get around it."
The price is €286
includes taxes & fees
25 Jan - 26 Jan
Charming 3-bedroom house in Calumet City with WiFi and AC

LakeHouse

10.0 out of 10, Exceptional, (14)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

Dunes Escape - Minutes from Indiana Dunes National Park

9.8 out of 10, Exceptional, (36)
"The pictures don’t lie! Very nice clean house! Updated kitchen and the best backyard!! We came to see the beach and this place was the perfect vibe! Would definitely recommend! There’s a nice little adults only club down the road too! Very pleased! 5 + star!! "
Dunes Escape - Minutes from Indiana Dunes National Park

Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

9.2 out of 10, Wonderful, (56)
"We recently rented this home for our church's women's fall spiritual retreat. This stay for our group of 21 ladies was more than we expected. We chose this home for its size, proximity to the shore, and great accommodations. Upon our arrival we were pleasantly surprised to find the house had been recently updated. It was absolutely beautiful...bright, serene, and peaceful! The cleanliness of the home was great! The attention to detail was appreciated. I love a well stocked kitchen and this...
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

9.6 out of 10, Exceptional, (44)
"In town for daughters wedding. We came from Texas. Property very easy to find. Had friends and family from Texas and Illinois. Couldn't have asked for a more perfect spot for wedding and reception location. Place was more than we could have asked for. Very clean. Fenced in back yard was more than perfect for the little mutt. Highly recommend for any occasion. James the Host, was the best. Very professional and asked if we were OK and if we needed anything. The only downfall, and that is on...
The price is €349
includes taxes & fees
20 Jan - 21 Jan
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

Blue Birdhouse by the Beach

9.2 out of 10, Wonderful, (21)
"We had a fantastic stay at the Blue Birdhouse. Super close to the beach and a very clean little house. Wagners Ribs were walking distance away and delicious food. We had an issue accessing the house that the owner quickly resolved. Great little place. "
The price is €256
includes taxes & fees
30 Jan - 31 Jan
Blue Birdhouse by the Beach

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

9.8 out of 10, Exceptional, (8)
"Would reserve this again wonderful host"
The price is €220
includes taxes & fees
5 Jan - 6 Jan
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

Luxury House in the heart of Old Town with Parking

10.0 out of 10, Exceptional, (41)
"Beautiful property, wonderful location, ideal for a family weekend in Chicago with close proximity to the lake, Loop, Lincoln Park and Old Town. Mo is a terrific host. Highly recommend!"
Luxury House in the heart of Old Town with Parking

Spacious 5 BR / King Size Beds + Private Parking!

9.6 out of 10, Exceptional, (9)
"My coworkers and I came to Chicago for a conference and this was the perfect place to stay for it. The rooms were well separated so noise didn't travel between them, and the house was clean and comfortable. The host was extremely accommodating, and it was only a short distance from downtown Chicago."
Spacious 5 BR / King Size Beds + Private Parking!

"The Nook"- ROOMY Home 2mi- Dunes & Chesterton, Yard, Fire Pit, Grill, Game Room

10.0 out of 10, Exceptional, (66)
"Fun for family gatherings "
"The Nook"- ROOMY Home 2mi- Dunes & Chesterton, Yard, Fire Pit, Grill, Game Room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in East Chicago

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (639)
"Sadio and other staff were very friendly and helpful! "
The price is €153
includes taxes & fees
5 Jan - 6 Jan
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (346)
"The property was very clean, it had everything we needed, the communication was excellent prior and during our stay. I will be recommending to others. "
Kasa Magnificent Mile Chicago

Sonder South Wabash

3.5 star property
8.8 out of 10, Excellent, (410)
"Beautiful Hotel with lots of amenities and entertainment in a walking distance "
The price is €119
includes taxes & fees
3 Feb - 4 Feb
Sonder South Wabash
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.